22 Winslow DriveOrleans, MA 02653MLS Number 22600770

  • Price: $2,150,000
  • Est. Mortgage of $/month
  • 105 Days on Market
PrintSave Favorite
$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 5Bedrooms
  • 0.8Acreage
  • 5Bathrooms
  • 1968Year Built
New Seabury Sotheby's International Realty

Your Local Office

More Info »
New Seabury Sotheby's International Realty
Office: 508.477.8300
12 Mallway
Mashpee, MA 02649
Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.

Request More Information

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from New Seabury Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Driving Directions

Listed by Whitaker Group Cape Cod of Gibson Sotheby's International Realty (508-237-8038)

More Info

Location Information

  • Directions South Orleans Rd to Winslow Dr. house is on the right.

School Information

  • High School DistrictNauset

Rooms

  • Bathroom5
  • Bathrooms Total Decimal 5
  • Bedrooms5
  • Full Bath5
  • Laundry Features Laundry Room, First Floor
  • Room Bedroom 2 Features Bedroom 2
  • Room Master Bathroom Features Private Full Bath

Property

  • Acreage0.8

Exterior

  • Exterior Features Outdoor Shower
  • RoofAsphalt, Pitched

Property Information

  • Living Area Units Square Feet
  • Lot Size Square Feet 34,848
  • Lot Size Units Acres
  • Property Condition Updated/Remodeled, Actual
  • Square Feet4,091

Water Body

  • Water AccessPrivate
  • Water Body NameUncle Seth's Pond
  • Water Body TypeFresh
  • WaterfrontYes

Basic Information

  • Mls Area Major South Orleans
  • Mls Status Active
  • Parcel Number ORLE M:092.0 B:0006 L:0000.0
  • Road Frontage DescriptionPaved

Basic Information

  • List Price$2,150,000
  • MLS Number22600770
  • Modification Date06/13/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Interior

  • Flooring Wood
  • Interior Features Recessed Lighting

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heating YN Yes
  • Sewer Septic Tank
  • Water Source Well

Amenities

  • Appliances IncludedDishwasher, Washer, Refrigerator, Electric Range, Electric Dryer, Electric Water Heater
  • Other AmenitiesBasement, Fireplace, Waterfront

Legal

  • ZoningR

Tax Information

  • Tax Assessed Value $1,520,300
  • Tax Year 2025
  • Taxes$9,487

Parking

  • Open Parking YN Yes
  • Parking Spaces6

Location

  • Address22 Winslow Drive
  • Building Number22
  • CountyBarnstable
  • StateMA
  • StreetWinslow Drive
  • TownOrleans
  • Zip02653

Building

  • BasementBulkhead Access, Interior Entry, Full
  • Building Area Units Square Feet
  • Construction Materials Clapboard
  • FireplaceWood Burning
  • Fireplace YN Yes
  • Fireplaces Total 3
  • FoundationPoured
  • GarageYes
  • Patio And Porch Features Deck
  • Property StyleCape Cod
  • Rooms11
  • Window Features Bay/Bow Windows
  • Year Built1968

Other

  • Date Listed03/16/2026
  • Nitrogen Sensitive AreaYes
  • Special Listing Conditions Other - See Remarks
  • View Count3

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than New Seabury Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor New Seabury Sotheby's International Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated June 28, 2026 8:51 PM UTC. All properties are subject to prior sale, changes, or withdrawal.

New Seabury Sotheby's International Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from New Seabury Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.